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Arts + Entertainment

    By
  • Sam Albuquerque
  • June 19, 2025
Winter Garden Squeeze announces free tickets for kids for remainder of 2025

In partnership with local preschool The Learning Experience, all kids 12 and under get in free to the Squeeze’s remaining home games.

  • Sports
    By
  • Leticia Silva
  • June 17, 2025
Buzz Lightyear is flying to Winter Garden

Uno Pizzeria and Grill is hosting a meet-and-greet with Buzz Lightyear on Wednesday, June 25.

  • West Orange Times & Observer
  • By None
  • June 11, 2025
Winter Garden to celebrate Juneteenth at Charlie Mae Wilder Park

The annual event honors legacy and community with music, speakers and family activities.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • June 11, 2025
Betty J’s Florist to host flower design class

The shop’s Sip N’ Snip returns at 5:30 p.m. Wednesday, June 25, at 403 S. Dillard St., Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • June 11, 2025
Stoneybrook West Golf Club tees off with annual Open Golf Championship

The tournament will take place June 21 and 22 at Stoneybrook West, 15501 Towne Common Blvd., Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • June 11, 2025
Beat the heat with Healthy West Orange’s Family Aqua Fitness Class

The class will be held from 9:30 a.m. to 1230 p.m. Friday, June 20, at the Roper Family YMCA, 100 Windermere Road, Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • June 11, 2025
Game on! St. Luke’s rolls dive with Family Game Night

The event takes place from 6 to 8 p.m. Wednesday, June 25, at the church, 4851 S. Apopka-Vineland Road, Suite B, Orlando.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • June 11, 2025
Orlando Record Show set for June 22

The show will take place from 7 a.m. to 4 p.m. Sunday, June 22, at the Central Florida Fairgrounds, 4603 W. Colonial Drive, Orlando.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • June 10, 2025
Windermere Brewing Company to serve up first National Smashburger Day

The brewery will host the event from noon to 9 p.m. Saturday, June 14, at 111 W. Fifth Ave., Windermere.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • June 10, 2025
Hope Church bets on fun with Family Bingo Night

The event will take place at 6 p.m. Friday, June 20, at Hope Church, 100 Windermere Road, Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • June 10, 2025
Summer Paw-Looza is almost here!

Central Florida Dog Moms and Home State Brewing Co. will host this event from 4 to 8 p.m. Saturday, June 21, at Home State, 16150 New Independence Parkway, Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • June 10, 2025
Theater at St. Luke’s to stage ‘Dare to Dream Jr.’

Performances will take place June 13-15 at St. Luke’s United Methodist Church, 4851 S. Apopka-Vineland Road, Orlando.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • June 10, 2025
Village Point Church plans first Summer Blitz

The weekend-long event will feature a Night of Worship, Village Party and Father’s Day BBQ.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • June 10, 2025
Paw Patrol’s Chase to make Winter Garden appearance

The Paw Patrol’s Chase Meet and Greet will take place from 5 to 9 p.m. Wednesday, June 18, at Uno Pizzeria and Grill, 3167 Daniels Road, Winter Garden.

  • Arts + Entertainment
  • Things to Do
  • By Observer Staff
  • June 10, 2025
PHOTOS: Natyatharu Performing Arts 2025 Dance Recital

Students from Natyatharu Performing Arts’ Dance Studio performed a variety of classical Indian dances at the studios’s 2025 Dance Recital.

  • Southwest Orange
  • Neighborhood
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Latest News Arts + Entertainment

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2
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Orange County mayor emphasizes building through efficiency
3
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Town of Windermere’s conservative budget pays off
4
  • June 20, 2025
Crosswalk repairs to take place in Windermere
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Hamlin to celebrate Juneteenth on Saturday, June 21

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